2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

Base Information

Chemical Name:2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose
CAS No.:957774-02-6
Molecular Formula:C₅₁H₅₂O₈
Molecular Weight:792.969
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

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Chemical Property of 2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

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Technology Process of 2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

There total 1 articles about 2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 957774-02-6
2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

Guidance literature:: 2-(4-(benzyloxy)-5-bromo-2-methylphenyl)-1,3-dioxolane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

Reference yield: 100.0%

: 957774-02-6
2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

: 957774-03-7
2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-formyl-4-methylphenyl]-D-glucopyranose

Guidance literature:: 2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose; With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 14h;

With sodium hydrogencarbonate; In water;

Reference yield:

: 957774-02-6
2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl]-D-glucopyranose

: (1S)-1,5-anhydro-1-[5-[4-[2-[[(2-hydroxy-1,1-dimethylethyl)aminocarbonyl]amino]ethyl]benzyl]-2-hydroxy-4-methylphenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 14 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 0.5 h / -78 °C

3.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 °C

4.1: trifluoroacetic acid / 3 h / 20 °C

5.1: pyridine / chloroform / 0.33 h / 0 - 20 °C

6.1: chloroform; dimethyl sulfoxide / 20 °C

7.1: hydrogen / palladium(II) hydroxide/carbon / methanol / 20 °C

With pyridine; hydrogenchloride; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; trifluoroacetic acid; palladium(II) hydroxide/carbon; In tetrahydrofuran; methanol; hexane; chloroform; water; dimethyl sulfoxide; acetonitrile;